Five New England inspired fall outfits to buy now and wear later. Classic styles and timeless pieces to add to your wardrobe this fall featuring this cozy sweater, warm tones, my new favorite Boat & Tote color, and more.
Classic Fall Outfits
As a Massachusetts girlie, I know a thing or two when it comes to dressing for the New England weather. Layers are your best friend and you can never go wrong with a classic pair of jeans.
I’ve pulled together a few looks that are quintessentially New England with pieces that are both timeless and versatile. See below for five New England inspired fall outfits.
This site contains affiliate links. We may receive a commission for purchases made through these links.

Loraine Bit Loafer – Wide Width Available • Sam Edelman
Wedgie Icon Fit High Waist Straight Leg Jeans • Levi’s
The Transport Shoulder Crossbody Bag • Madewell
Cable-knit Turtleneck Sweater • H&M

Boat and Tote®, Open-Top • L.L. Bean
Birkenstock Women’s Boston Clogs • Birkenstock
SHASHI Waves Huggies • Shashi
Rib-knit Sweater • H&M
Le Specs Contraband Sunglasses • Le Specs

Le Specs Resumption Sunglasses • Le Specs
The Greta Ballet Flat • Madewell
Large claw hair clip in tortoise • J.Crew
Loeffler Randall Mallory Woven Crossbody Bag • Loeffler Randall
Ultra High Rise 90s Straight Jean • Abercrombie & Fitch
REALTED: How to build the Best 2022 Fall Capsule Wardrobe

Rib-knit Sweater • H&M
Tan Window Shopper Tote • DRAGON DIFFUSION
Sculptural orb earrings • J.Crew
Petite Bow by Free People • Free People

Penny Leather Riding Boot • Sam Edelman
Barbour Plus Woodhall Quilted Coat • Barbour
Alexandre de Paris Ponytail Holder • Alexandre de Paris
SHASHI Verde Double Ball Earrings • Shashi
High Rise Skinny Jean • Abercrombie & Fitch
What’s on your fall wish list this season? Let me know in the comments!